Methanol → HCID 23298052, compound

HRID 1953770Notes

Reaction equation

HRID 1953770 reaction equation
Cl[C:2]1[C:11](Cl)=[N:10][C:9]2[C:4](=[CH:5][C:6]([F:14])=[CH:7][C:8]=2[CH3:13])[N:3]=1.[CH3:15][O-:16].[Na+].[CH3:18][OH:19]>>[F:14][C:6]1[CH:5]=[C:4]2[C:9]([N:10]=[C:11]([O:19][CH3:18])[C:2]([O:16][CH3:15])=[N:3]2)=[C:8]([CH3:13])[CH:7]=1

Participants

4

Reactant 3

HCID 887Methanol2×HCID 10942334Sodium MethoxideHCID 23297973HCID 23297973, compound

Product 1

HCID 23298052HCID 23298052, compound

Conditions

Temperature
0 °C

Procedure

14 g (60.6 mmol) of 2,3-dichloro-7-fluoro-5-methylquinoxaline are introduced into 165 ml of methanol. An about 5.4M solution of sodium methanolate in methanol is added dropwise. The mixture is heated to reflux and stirred for 18 hours. The reaction mixture is cooled to 0° C., the suspension is filtered off on a suction filter and washed with cold methanol, and the filter material is dried in vacuo at 60° C. The crude product is recrystallized from hexane. The title compound is obtained as white crystals of m.p. 107-109° C.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. filtrationthe suspension is filtered off on a suction
  4. filtrationfilter
  5. washwashed with cold methanol
  6. customthe filter material is dried in vacuo at 60° C
  7. customThe crude product is recrystallized from hexane

Sources & evidence

ORD record
ord-aa7c3b977b5d464496842ac1f69c72cd
Source dataset
uspto-grants-2000_09
Patent number
US06117873

Reaction notes

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